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Compound Detail

CHEMBL5201074

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C[C@@H](NC(=O)/N=C(\N)NCCCc1ncn[nH]1)c1ccccc1.Cl.Cl

Basic Information

ChEMBL ID CHEMBL5201074
Phase Preclinical
Structure Type MOL
InChI Key XRYVFZXIDAULKH-NVJADKKVSA-N
Parent Compound CHEMBL5222491
Active Moiety CHEMBL5222491
21
Targets
36
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

315.4
MW (Da)
1.11
ALogP
3
HBA
4
HBD
121.1
PSA (Ų)
0.36
QED
0
Ro5 Violations
6
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C15H23Cl2N7O
MW 388.30
Aromatic Rings 2
Heavy Atoms 23
NP-Likeness -1.21

Activity Summary

Kd 21 meas. best 10.83
EC50 12 meas. best 7.79
Ki 3 meas. best 7.27

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(2) dopamine receptor
CHEMBL217
Kd 10.83 10.83 0.0 2
D(3) dopamine receptor
CHEMBL234
Kd 10.59 10.59 0.0 1
Muscarinic acetylcholine receptor M4
CHEMBL1821
Kd 10.28 10.28 0.1 1
Beta-2 adrenergic receptor
CHEMBL210
Kd 10.15 10.15 0.1 1
Beta-1 adrenergic receptor
CHEMBL213
Kd 10.12 10.12 0.1 1
D(4) dopamine receptor
CHEMBL219
Kd 10.11 10.11 0.1 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Kd 10.1 10.1 0.1 1
Mu-type opioid receptor
CHEMBL233
Kd 10.05 10.05 0.1 1
Muscarinic acetylcholine receptor M2
CHEMBL211
Kd 10.0 10.0 0.1 1
Muscarinic acetylcholine receptor M3
CHEMBL245
Kd 9.92 9.92 0.1 1
Muscarinic acetylcholine receptor M1
CHEMBL216
Kd 9.77 9.77 0.2 1
Muscarinic acetylcholine receptor M5
CHEMBL2035
Kd 9.7 9.7 0.2 1
D(1A) dopamine receptor
CHEMBL2056
Kd 9.64 9.64 0.2 1
D(1B) dopamine receptor
CHEMBL1850
Kd 9.62 9.62 0.2 1
Alpha-1A adrenergic receptor
CHEMBL229
Kd 9.6 9.6 0.2 1
Alpha-2A adrenergic receptor
CHEMBL1867
Kd 9.22 9.22 0.6 1
Histamine H3 receptor
CHEMBL264
Kd 8.52 8.52 3.0 1
Histamine H1 receptor
CHEMBL231
Kd 8.35 8.35 4.5 1
Histamine H2 receptor
CHEMBL1941
Kd 7.91 7.91 12.2 1
Histamine H4 receptor
CHEMBL3759
Kd 7.8 7.8 16.0 1
Histamine H2 receptor
CHEMBL2882
EC50 7.79 7.605 16.2 2
Histamine H2 receptor
CHEMBL1941
EC50 7.59 7.04 25.7 2
Histamine H2 receptor
CHEMBL1941
Ki 7.27 7.27 53.7 1
Alpha-2A adrenergic receptor
CHEMBL1867
EC50 6.07 6.07 851.1 1
Alpha-1A adrenergic receptor
CHEMBL229
EC50 5.72 5.72 1905.5 1
D(1A) dopamine receptor
CHEMBL2056
Ki 5.66 5.66 2187.8 1
D(4) dopamine receptor
CHEMBL219
EC50 5.18 5.18 6606.9 1
Histamine H1 receptor
CHEMBL231
Ki 5.1 5.1 7943.3 1
Mu-type opioid receptor
CHEMBL233
EC50 4.76 4.76 17378.0 1
D(1B) dopamine receptor
CHEMBL1850
EC50 4.62 4.62 23988.3 1
Beta-2 adrenergic receptor
CHEMBL210
EC50 4.45 4.45 35481.3 1
Beta-1 adrenergic receptor
CHEMBL213
EC50 4.31 4.31 48977.9 1
5-hydroxytryptamine receptor 1A
CHEMBL214
EC50 4.29 4.29 51286.1 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(2) dopamine receptor Kd = 0.0149 nM 10.83 Displacement of [3H]N-methylspiperone from human D2 long receptor stably express... 34110814
D(3) dopamine receptor Kd = 0.0258 nM 10.59 Displacement of [3H]N-methylspiperone from human D3 receptor stably expressed in... 34110814
Muscarinic acetylcholine receptor M4 Kd = 0.052 nM 10.28 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M4 r... 34110814
Beta-2 adrenergic receptor Kd = 0.07 nM 10.15 Displacement of [3H]CGP12177 from human beta-2 adrenergic receptor stably expres... 34110814
Beta-1 adrenergic receptor Kd = 0.075 nM 10.12 Displacement of [3H]CGP12177 from human beta-1 adrenergic receptor stably expres... 34110814
D(4) dopamine receptor Kd = 0.078 nM 10.11 Displacement of [3H]N-methylspiperone from human D4.4 receptor stably expressed ... 34110814
5-hydroxytryptamine receptor 1A Kd = 0.08 nM 10.1 Displacement of [3H]WAY600135 from human 5HT1A stably expressed in HEK293T cell ... 34110814
Mu-type opioid receptor Kd = 0.09 nM 10.05 Displacement of [3H]diprenorphine from human mu-opioid receptor stably expressed... 34110814
Muscarinic acetylcholine receptor M2 Kd = 0.1 nM 10.0 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M2 r... 34110814
Muscarinic acetylcholine receptor M3 Kd = 0.12 nM 9.92 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M3 r... 34110814
Muscarinic acetylcholine receptor M1 Kd = 0.17 nM 9.77 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M1 r... 34110814
Muscarinic acetylcholine receptor M5 Kd = 0.2 nM 9.7 Displacement of [3H]N-methylscopolamine from human muscarinic acetylcholine M5 r... 34110814
D(1A) dopamine receptor Kd = 0.23 nM 9.64 Displacement of [3H]SCH23390 from human D1 receptor stably expressed in HEK293T ... 34110814
D(1B) dopamine receptor Kd = 0.24 nM 9.62 Displacement of [3H]SCH23390 from human D5 receptor stably expressed in HEK293T ... 34110814
Alpha-1A adrenergic receptor Kd = 0.25 nM 9.6 Displacement of [3H]prazosin from human alpha-1A adrenergic receptor stably expr... 34110814
Alpha-2A adrenergic receptor Kd = 0.6 nM 9.22 Displacement of [3H]RX821002 from human alpha-2A adrenergic receptor stably expr... 34110814
Histamine H3 receptor Kd = 3.0 nM 8.52 Displacement of [3H]UR-PI294 from human histamine H3 receptor stably expressed i... 34110814
Histamine H1 receptor Kd = 4.5 nM 8.35 Displacement of [3H] mepyramine from human histamine H1 receptor stably expresse... 34110814
Histamine H2 receptor Kd = 12.2 nM 7.91 Displacement of [3H]UR-DE257 from human histamine H2 receptor stably expressed i... 34110814

Literature References

PubMed DOI Target Context # Activities
34110814 10.1021/acs.jmedchem.1c00692 Histamine H2 receptor 10
34110814 10.1021/acs.jmedchem.1c00692 Unchecked 5
34110814 10.1021/acs.jmedchem.1c00692 D(2) dopamine receptor 5
34110814 10.1021/acs.jmedchem.1c00692 D(3) dopamine receptor 4
34110814 10.1021/acs.jmedchem.1c00692 5-hydroxytryptamine receptor 1A 2
34110814 10.1021/acs.jmedchem.1c00692 Histamine H1 receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Mu-type opioid receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Beta-2 adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Beta-1 adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Alpha-2A adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Alpha-1A adrenergic receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M5 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M4 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M2 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M1 2
34110814 10.1021/acs.jmedchem.1c00692 Muscarinic acetylcholine receptor M3 2
34110814 10.1021/acs.jmedchem.1c00692 D(1B) dopamine receptor 2
34110814 10.1021/acs.jmedchem.1c00692 D(4) dopamine receptor 2
34110814 10.1021/acs.jmedchem.1c00692 D(1A) dopamine receptor 2
34110814 10.1021/acs.jmedchem.1c00692 Histamine H4 receptor 2

Data from ChEMBL 36 via Core Engine